#------------------------------------------------------------------------------
#$Date: 2018-09-24 09:49:13 +0300 (Mon, 24 Sep 2018) $
#$Revision: 211137 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/40/1544000.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1544000
loop_
_publ_author_name
'Peter E. Kraft'
'Jessica E. Mizzi'
'Robert L. LaDuc'
_publ_section_title
;
 Divalent metal sulfoisophthalate coordination polymers with isomeric
 pyridylnicotinamide coligands
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              449
_journal_page_last               457
_journal_paper_doi               10.1016/j.ica.2013.10.003
_journal_volume                  409B
_journal_year                    2014
_chemical_formula_sum            'C19 H14 N3 O9.5 S Zn'
_chemical_formula_weight         544.72
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                95.9330(10)
_cell_angle_beta                 92.5950(10)
_cell_angle_gamma                104.6820(10)
_cell_formula_units_Z            2
_cell_length_a                   8.0802(6)
_cell_length_b                   8.5760(7)
_cell_length_c                   15.1231(12)
_cell_measurement_reflns_used    3908
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.26
_cell_measurement_theta_min      2.47
_cell_volume                     1005.53(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3636
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.26
_diffrn_reflns_theta_min         2.47
_exptl_absorpt_coefficient_mu    1.390
_exptl_absorpt_correction_T_max  0.8292
_exptl_absorpt_correction_T_min  0.7012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   TWINABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.763
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             542
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.922
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         3636
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0315
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0610P)²+1.2748P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                3328
_reflns_number_total             3636
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2014-409B-449-457-4.cif
_cod_data_source_block           p1b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_journal_paper_doi' value
'http://dx.doi.org/10.1016/j.ica.2013.10.003' was changed to
'10.1016/j.ica.2013.10.003'.

Automatic conversion script
Id: cif_fix_values 6433 2018-09-21 13:16:33Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1544000
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.46851(4) 0.59424(3) 0.895489(19) 0.01812(12) Uani 1 1 d . . .
S2 S 0.16724(8) 0.70541(8) 0.78678(4) 0.01832(17) Uani 1 1 d . . .
O1 O 0.7232(4) 0.3454(3) 0.51446(15) 0.0436(7) Uani 1 1 d . . .
O1W O 0.1406(3) 1.1119(3) 1.30915(14) 0.0333(5) Uani 1 1 d D . .
H1WA H 0.195(4) 1.112(5) 1.2627(19) 0.052(12) Uiso 1 1 d D . .
H1WB H 0.041(3) 1.124(5) 1.295(3) 0.051(13) Uiso 1 1 d D . .
O2 O 0.3333(2) 0.6655(2) 0.79507(12) 0.0225(4) Uani 1 1 d . . .
O2W O 0.5046(5) 0.1730(6) 0.3662(3) 0.0341(10) Uani 0.50 1 d P . .
O3 O 0.1837(3) 0.8450(3) 0.73801(13) 0.0304(5) Uani 1 1 d . . .
O4 O 0.0310(3) 0.5667(3) 0.75056(13) 0.0277(5) Uani 1 1 d . . .
O5 O -0.3033(2) 0.5167(2) 1.02432(12) 0.0186(4) Uani 1 1 d . . .
O6 O -0.2001(3) 0.6756(3) 1.15019(13) 0.0268(5) Uani 1 1 d . . .
O7 O 0.2993(3) 1.1498(2) 1.15669(13) 0.0240(4) Uani 1 1 d . . .
O8 O 0.4205(2) 1.2015(2) 1.03087(12) 0.0185(4) Uani 1 1 d . . .
N1 N 0.5779(3) 0.4563(3) 0.81135(14) 0.0169(5) Uani 1 1 d . . .
N2 N 0.7481(4) 0.6083(3) 0.56654(16) 0.0279(6) Uani 1 1 d D . .
H2N H 0.770(4) 0.680(4) 0.6162(17) 0.033 Uiso 1 1 d D . .
N3 N 0.7649(5) 0.9089(4) 0.4093(2) 0.0483(8) Uani 1 1 d D . .
H3N H 0.750(6) 1.017(3) 0.406(3) 0.058 Uiso 1 1 d D . .
C1 C 0.5896(4) 0.3088(3) 0.82959(18) 0.0211(6) Uani 1 1 d . . .
H1 H 0.5622 0.2767 0.8866 0.025 Uiso 1 1 calc R . .
C2 C 0.6400(4) 0.2031(4) 0.76842(19) 0.0256(6) Uani 1 1 d . . .
H2 H 0.6453 0.0990 0.7826 0.031 Uiso 1 1 calc R . .
C3 C 0.6827(4) 0.2501(4) 0.68607(19) 0.0255(6) Uani 1 1 d . . .
H3 H 0.7179 0.1788 0.6430 0.031 Uiso 1 1 calc R . .
C4 C 0.6736(4) 0.4027(3) 0.66682(18) 0.0204(6) Uani 1 1 d . . .
C5 C 0.6193(3) 0.5020(3) 0.73130(18) 0.0182(5) Uani 1 1 d . . .
H5 H 0.6111 0.6060 0.7183 0.022 Uiso 1 1 calc R . .
C6 C 0.7176(4) 0.4490(4) 0.57580(19) 0.0264(6) Uani 1 1 d . . .
C7 C 0.7685(4) 0.6775(4) 0.48621(19) 0.0250(6) Uani 1 1 d . . .
C8 C 0.7521(4) 0.8355(4) 0.4861(2) 0.0313(7) Uani 1 1 d . . .
H8 H 0.7318 0.8931 0.5398 0.038 Uiso 1 1 calc R . .
C9 C 0.7965(4) 0.8254(4) 0.33194(19) 0.0293(7) Uani 1 1 d . . .
H9 H 0.8043 0.8736 0.2780 0.035 Uiso 1 1 calc R . .
C10 C 0.8160(4) 0.6761(3) 0.33371(16) 0.0176(5) Uani 1 1 d . . .
C11 C 0.8044(4) 0.5989(4) 0.4075(2) 0.0295(7) Uani 1 1 d . . .
H11 H 0.8205 0.4927 0.4055 0.035 Uiso 1 1 calc R . .
C12 C 0.1219(3) 0.7659(3) 0.89642(17) 0.0155(5) Uani 1 1 d . . .
C13 C -0.0148(3) 0.6750(3) 0.93629(17) 0.0152(5) Uani 1 1 d . . .
H13 H -0.0886 0.5795 0.9045 0.018 Uiso 1 1 calc R . .
C14 C -0.0431(3) 0.7250(3) 1.02350(17) 0.0151(5) Uani 1 1 d . . .
C15 C -0.1911(3) 0.6350(3) 1.07043(17) 0.0165(5) Uani 1 1 d . . .
C16 C 0.0677(3) 0.8640(3) 1.06940(17) 0.0154(5) Uani 1 1 d . . .
H16 H 0.0506 0.8962 1.1296 0.019 Uiso 1 1 calc R . .
C17 C 0.2027(3) 0.9562(3) 1.02838(17) 0.0154(5) Uani 1 1 d . . .
C18 C 0.3141(3) 1.1118(3) 1.07685(17) 0.0163(5) Uani 1 1 d . . .
C19 C 0.2296(3) 0.9072(3) 0.94099(17) 0.0159(5) Uani 1 1 d . . .
H19 H 0.3210 0.9698 0.9120 0.019 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O8 Zn1 O5 101.90(8) 2_677 2_567
O8 Zn1 N1 128.05(8) 2_677 .
O5 Zn1 N1 118.10(8) 2_567 .
O8 Zn1 O2 103.39(8) 2_677 .
O5 Zn1 O2 108.29(8) 2_567 .
N1 Zn1 O2 94.49(8) . .
O4 S2 O3 113.95(13) . .
O4 S2 O2 112.04(12) . .
O3 S2 O2 109.67(13) . .
O4 S2 C12 107.85(12) . .
O3 S2 C12 106.87(12) . .
O2 S2 C12 106.00(12) . .
H1WA O1W H1WB 108(3) . .
S2 O2 Zn1 134.70(12) . .
C15 O5 Zn1 109.09(16) . 2_567
C18 O8 Zn1 108.84(16) . 2_677
C5 N1 C1 118.7(2) . .
C5 N1 Zn1 119.88(18) . .
C1 N1 Zn1 120.86(18) . .
C6 N2 C7 126.3(3) . .
C6 N2 H2N 118(2) . .
C7 N2 H2N 115(2) . .
C8 N3 C9 119.2(3) . .
C8 N3 H3N 124(3) . .
C9 N3 H3N 117(3) . .
N1 C1 C2 122.2(3) . .
N1 C1 H1 118.9 . .
C2 C1 H1 118.9 . .
C1 C2 C3 119.1(3) . .
C1 C2 H2 120.4 . .
C3 C2 H2 120.4 . .
C2 C3 C4 119.4(3) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C5 C4 C3 118.4(2) . .
C5 C4 C6 123.6(3) . .
C3 C4 C6 118.0(3) . .
N1 C5 C4 122.3(2) . .
N1 C5 H5 118.9 . .
C4 C5 H5 118.9 . .
O1 C6 N2 123.1(3) . .
O1 C6 C4 120.8(3) . .
N2 C6 C4 116.1(3) . .
C11 C7 C8 118.1(3) . .
C11 C7 N2 124.2(3) . .
C8 C7 N2 117.7(3) . .
N3 C8 C7 120.9(3) . .
N3 C8 H8 119.5 . .
C7 C8 H8 119.5 . .
C10 C9 N3 119.1(3) . .
C10 C9 H9 120.4 . .
N3 C9 H9 120.4 . .
C9 C10 C11 123.8(3) . .
C10 C11 C7 118.8(3) . .
C10 C11 H11 120.6 . .
C7 C11 H11 120.6 . .
C13 C12 C19 121.4(2) . .
C13 C12 S2 121.2(2) . .
C19 C12 S2 117.37(19) . .
C12 C13 C14 119.2(2) . .
C12 C13 H13 120.4 . .
C14 C13 H13 120.4 . .
C16 C14 C13 119.6(2) . .
C16 C14 C15 118.1(2) . .
C13 C14 C15 122.3(2) . .
O6 C15 O5 123.1(2) . .
O6 C15 C14 119.3(2) . .
O5 C15 C14 117.6(2) . .
C17 C16 C14 120.9(2) . .
C17 C16 H16 119.6 . .
C14 C16 H16 119.6 . .
C16 C17 C19 119.5(2) . .
C16 C17 C18 120.2(2) . .
C19 C17 C18 120.3(2) . .
O7 C18 O8 123.0(2) . .
O7 C18 C17 120.4(2) . .
O8 C18 C17 116.6(2) . .
C12 C19 C17 119.4(2) . .
C12 C19 H19 120.3 . .
C17 C19 H19 120.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 O8 1.9554(18) 2_677
Zn1 O5 1.9748(18) 2_567
Zn1 N1 2.030(2) .
Zn1 O2 2.062(2) .
S2 O4 1.440(2) .
S2 O3 1.451(2) .
S2 O2 1.469(2) .
S2 C12 1.768(3) .
O1 C6 1.227(4) .
O1W H1WA 0.844(19) .
O1W H1WB 0.854(19) .
O5 C15 1.292(3) .
O5 Zn1 1.9748(18) 2_567
O6 C15 1.231(3) .
O7 C18 1.237(3) .
O8 C18 1.282(3) .
O8 Zn1 1.9554(18) 2_677
N1 C5 1.341(3) .
N1 C1 1.348(4) .
N2 C6 1.349(4) .
N2 C7 1.404(4) .
N2 H2N 0.903(18) .
N3 C8 1.373(4) .
N3 C9 1.376(4) .
N3 H3N 0.975(19) .
C1 C2 1.375(4) .
C1 H1 0.9500 .
C2 C3 1.380(4) .
C2 H2 0.9500 .
C3 C4 1.389(4) .
C3 H3 0.9500 .
C4 C5 1.387(4) .
C4 C6 1.505(4) .
C5 H5 0.9500 .
C7 C11 1.385(4) .
C7 C8 1.395(4) .
C8 H8 0.9500 .
C9 C10 1.332(4) .
C9 H9 0.9500 .
C10 C11 1.351(4) .
C11 H11 0.9500 .
C12 C13 1.383(4) .
C12 C19 1.387(4) .
C13 C14 1.391(4) .
C13 H13 0.9500 .
C14 C16 1.391(4) .
C14 C15 1.501(4) .
C16 C17 1.388(4) .
C16 H16 0.9500 .
C17 C19 1.389(4) .
C17 C18 1.502(4) .
C19 H19 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WA O7 0.844(19) 1.87(2) 2.698(3) 169(4) .
O1W H1WB O3 0.854(19) 1.954(19) 2.808(3) 179(4) 2_577
N2 H2N O1W 0.903(18) 1.96(2) 2.814(3) 158(3) 2_677
N3 H3N O3 0.975(19) 2.59(4) 3.194(4) 120(3) 2_676
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O4 S2 O2 Zn1 -93.25(19) . . . .
O3 S2 O2 Zn1 139.18(17) . . . .
C12 S2 O2 Zn1 24.1(2) . . . .
O8 Zn1 O2 S2 -81.35(18) 2_677 . . .
O5 Zn1 O2 S2 26.2(2) 2_567 . . .
N1 Zn1 O2 S2 147.80(18) . . . .
O8 Zn1 N1 C5 -76.7(2) 2_677 . . .
O5 Zn1 N1 C5 147.69(19) 2_567 . . .
O2 Zn1 N1 C5 34.2(2) . . . .
O8 Zn1 N1 C1 111.9(2) 2_677 . . .
O5 Zn1 N1 C1 -23.7(2) 2_567 . . .
O2 Zn1 N1 C1 -137.2(2) . . . .
C5 N1 C1 C2 -1.0(4) . . . .
Zn1 N1 C1 C2 170.4(2) . . . .
N1 C1 C2 C3 1.1(5) . . . .
C1 C2 C3 C4 -0.1(5) . . . .
C2 C3 C4 C5 -0.9(4) . . . .
C2 C3 C4 C6 -178.8(3) . . . .
C1 N1 C5 C4 0.0(4) . . . .
Zn1 N1 C5 C4 -171.5(2) . . . .
C3 C4 C5 N1 0.9(4) . . . .
C6 C4 C5 N1 178.7(3) . . . .
C7 N2 C6 O1 8.5(5) . . . .
C7 N2 C6 C4 -170.9(3) . . . .
C5 C4 C6 O1 -161.7(3) . . . .
C3 C4 C6 O1 16.2(5) . . . .
C5 C4 C6 N2 17.7(4) . . . .
C3 C4 C6 N2 -164.4(3) . . . .
C6 N2 C7 C11 -17.5(5) . . . .
C6 N2 C7 C8 162.7(3) . . . .
C9 N3 C8 C7 -0.8(6) . . . .
C11 C7 C8 N3 2.4(5) . . . .
N2 C7 C8 N3 -177.9(3) . . . .
C8 N3 C9 C10 -0.8(5) . . . .
N3 C9 C10 C11 0.9(5) . . . .
C9 C10 C11 C7 0.7(5) . . . .
C8 C7 C11 C10 -2.3(5) . . . .
N2 C7 C11 C10 178.0(3) . . . .
O4 S2 C12 C13 6.2(3) . . . .
O3 S2 C12 C13 129.1(2) . . . .
O2 S2 C12 C13 -114.0(2) . . . .
O4 S2 C12 C19 -174.3(2) . . . .
O3 S2 C12 C19 -51.4(2) . . . .
O2 S2 C12 C19 65.5(2) . . . .
C19 C12 C13 C14 -1.1(4) . . . .
S2 C12 C13 C14 178.37(19) . . . .
C12 C13 C14 C16 -0.9(4) . . . .
C12 C13 C14 C15 178.5(2) . . . .
Zn1 O5 C15 O6 -5.6(3) 2_567 . . .
Zn1 O5 C15 C14 174.02(18) 2_567 . . .
C16 C14 C15 O6 -7.7(4) . . . .
C13 C14 C15 O6 173.0(2) . . . .
C16 C14 C15 O5 172.7(2) . . . .
C13 C14 C15 O5 -6.6(4) . . . .
C13 C14 C16 C17 2.1(4) . . . .
C15 C14 C16 C17 -177.3(2) . . . .
C14 C16 C17 C19 -1.3(4) . . . .
C14 C16 C17 C18 176.0(2) . . . .
Zn1 O8 C18 O7 -5.0(3) 2_677 . . .
Zn1 O8 C18 C17 173.87(17) 2_677 . . .
C16 C17 C18 O7 8.3(4) . . . .
C19 C17 C18 O7 -174.4(2) . . . .
C16 C17 C18 O8 -170.6(2) . . . .
C19 C17 C18 O8 6.7(4) . . . .
C13 C12 C19 C17 1.8(4) . . . .
S2 C12 C19 C17 -177.66(19) . . . .
C16 C17 C19 C12 -0.6(4) . . . .
C18 C17 C19 C12 -177.9(2) . . . .
